| Answer | Crossword Clue |
|---|---|
| ANISTON | GQ's first-ever Woman of the Year, 2005 |
| VOLARE | 1958 hit that won the first-ever Grammy for Song of the Year |
| EBONY | Magazine that named Barack Obama its first-ever Person of the Year (2009) |
| SILVERSTAR | 2005 award for Leigh Ann Hester, the first woman to win it since WWII |
| WALLIS | Simpson who was Time's first Woman of the Year |
| LYN | ... St. James, first woman to be named the Indy 500 Rookie of the Year, 1992 |
